Sulfo-acid and process of making same.



UNITED STATES PATENT oFFIoE.

GEORG KALISOHER, OF FRANKFORT-ON-THE-MAIN, GERMANY, ASSIGNOR TO OASSELLACOLOR COMPANY, OF NEW YORK, N. Y.

SULFO-ACID AND PROCESS OF MAKING SAME.

Specification of Letters Patent.

Patented. Dec. 12, 1905.

Application filed August 21,1905. Serial No. 275,171.

To all whom it may concern.-

Be it known that I, GEORG KALISOHER, doctor of philosophy, a citizen ofPrussia, and a resident of Frankfort-on-the-Main, in the Province ofHesse-Nassau and Kingdom of Prussia, Germany, have invented certain newand useful Manufacture of New Sulfo-Acids, of which-the following is aspecification.

It is known (Bertie/lie d6? Denise/Len Chem. GeseZZsc/mft, XXIX, page1502) that the 1.2- naphthalenediamin combines, under suitableconditions, with two molecules of benzaldehyde, forming thenaphthobenzaldehydin of the following constitution:

Now'the formation of this body is rather difficult, and the reactionyields, in the first place, the monobenzylidin compound. I have,however, discovered that with the oxysulfo derivative of the1.2-naphthalenediamini. 6.,

the diamidonaphtholsulfo-acid (which may be [N:O.X 1.2 0mm 1414111 (Xrepresenting an aromatic radical such as Col I5 or a product ofsubstitution such as G0H4.NO2, OuHaNHz). All the acids obtained in thismanner possess the property of combining with diazo bodies in analkaline solution and of forming azo derivatives, dyeing 5 cotton directfrom alkaline baths orange-red to bluish-red shades.

The method of production is illustrated by the following example: 25.4kilos 1.2.diamido.5.naphthol.7.sulfo-acid are suspended in water.21.2kilosbenzaldehydearethen added and thewhole boiled while stirringwell until the diamido acid has disappeared. The 5.oXy- 4naphthobenzaldehydin.7.sulfo-acid separates completely. It is filteredofl, washed out, and dried. The pure acid is thus obtained in the formof a yellowish powder, which dissolves easily in alkalies. The sodiumsalt is obtained incolorlesscrystals. Ifthebenzaldehydeisreplaced by 24.2 kilos m-amidobenzaldehyde, the 5.oxynaphthodiamidobenzaldehydin.7.sulfoacid is obtained in a like manner. The same acid results if thecondensation is carried out with meta-nitrobenzaldebyde, and the productof reaction is reduced. It is difiicultly soluble in water. Its sodiumsalt dissolves in water rather easily. It is transformed by nitrous acidinto a tetrazo compound, which is of a yellow color and which in a sodasolution dyes a red shade.

Having now described my invention and the manner in which it may becarried out, what I claim is- 1. The process of producing newsulfo-acids of the general formula (in which X represents an aromaticradical) by condensing in aqueous solution one molecule of1.2.diamidonaphthalene.5.oxy.7.sulfoacid with two molecules of anaromatic aldehyde substantially as described.

2. The new sulfo-acids obtained by con- Signed at Frankforton-the-Main,in the Province of Hesse-Nassau and Kingdom of Prussia, this 31st day ofJuly, A. D. 1905.

GEORG KALISOHER.

Witnesses:

JEAN GR ND, CARL GRUND.

ICO

